Synthesis of Cinnolines via Rh(III)‐Catalyzed Annulation of N‐Aryl Heterocycles with Vinylene Carbonate. Issue 11 (22nd October 2021)

• Record Type: Journal Article
• Authors: Kim, Suho; Choi, Su Bin; Kang, Ju Young; An, Won; Lee, Suk Hun; Oh, Harin; Ghosh, Prithwish; Mishra, Neeraj Kumar; Kim, In Su
• Is Part Of: Asian journal of organic chemistry. Volume 10:Issue 11(2021)
• Page Start: 3005
• Page End: 3014
• Publication Date: 2021-10-22
• Subjects: annulation -- C−H functionalization -- cinnoline -- rhodium -- vinylene carbonate; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.202100588
• Languages: English
• ISSNs: 2193-5807

Abstract

Abstract: The Rh(III)‐catalyzed C−H annulation reactions of N ‐aryl indazolones or N ‐aryl phthalazinones with a vinylene carbonate is described herein. This transformation provides the rapid access to indazolocinnolines and phthalazinocinnolines as important assets towards the development of novel bioactive compounds. Intriguingly, a vinylene carbonate acts as a vinyl transfer agent to enable the [4+2] annulation reaction. This method is characterized by its simplicity, mild reaction conditions, and broad functional group tolerance. Abstract : The Rh(III)‐catalyzed C−H annulation reactions of N ‐aryl indazolones or N ‐aryl phthalazinones with a vinylene carbonate for the construction of indazolocinnolines and phthalazinocinnolines is described herein.